Recently Listed Open House 5/16 1pm - 3pm
81 Pinetree Road
Redding, CT, 06896 $ 825,000
Bedrooms4 Baths3.0 Sq 2,436 Monthly Estimate*
$ 5,080
for $825,000 with 4 bedrooms and 3 full baths. This 2,436 square foot home was built in 1900 on a lot size of 1.66.
A rare opportunity to own a thoughtfully updated antique home with a separate guest cottage, set on 1.66 picturesque acres in Redding, blending timeless character with modern livability in a way that is increasingly hard to find. A welcoming foyer with a vaulted ceiling sets the tone, leading into a sunlit living room anchored by a gas fireplace, custom built-ins, and a large picture window. The space flows easily into the dining area and an updated kitchen, creating a natural layout for both everyday living and entertaining. Just beyond, a light-filled family room with Saltillo tile floors and oversized windows opens through French doors to a crushed stone patio, where a fire pit and mature hydrangeas create an ideal setting for outdoor gatherings and quiet evenings alike. The main level also features the primary bedroom, offering ease and flexibility, while upstairs includes two additional bedrooms, a full bath with laundry, and a separate bonus space well-suited for a home office or reading nook. Adding to the property's appeal is a separate one-bedroom cottage with a full bath, living room, kitchenette, and its own heating system, an exceptional option for guests, work-from-home needs, or creative use. Set amid established landscaping with a sense of privacy and calm, this storybook home lives beautifully day to day, with the added flexibility and character that make it truly stand apart. Main House: 1,812 SF Cottage: 624 SF
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Open House
5/16/2026 1:00 PM - 3:00 PM
5/17/2026 1:00 PM - 3:00 PM
81 Pinetree Road Redding, CT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesGeneralZoning R-2
Neighborhood Redding Ridge
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 1.66
Directions Rte 58 (Black Rock Tpke) to Pinetree Rd
High School Joel Barlow
City Redding
Elementary School Redding
Sq Ft Total 2436
DOM 0
Year Built 1900
Exclusions See attachments
Style Antique Cottage
Year Built Source Approximate
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InteriorCooling System Ceiling Fans Window Unit
Total Rooms 8
Basement Description Crawl Space Partial Unfinished
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ExteriorWater Source Private Well
Lot Description Fence - Wood Fence - Full Lightly Wooded Level Lot
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* Excluded FeaturesList ByBrianna CarvalhoListing Agent
Compass Connecticut, LlcBroker
brianna.carvalho@compass.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $5,080
- Monthly Property Taxes
- $1,164
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Redding, CT
Average List Price $1,405,035
Percent of Sale Price 70%
About Redding, CT 9,350 Population
13% Since 2002
$ 138,936 Median Income
50.56 Median Age
33% Households with Children
Trends Information provided by ATTOM Data Solutions.
2059712 Elementary School
3042245 Middle School
Joel Barlow High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 5/8/2026 | $825,000 | | Listed Price |